2-Pyridin-3-yl-1H-benzoimidazol-5-ylamine

Base Information

• Chemical Name: 2-Pyridin-3-yl-1H-benzoimidazol-5-ylamine
• CAS No.: 1571-99-9
• Molecular Formula: C12H10N4
• Molecular Weight: 210.238
• Hs Code.: 2933990090
• European Community (EC) Number: 675-460-4
• DSSTox Substance ID: DTXSID40357166
• Wikidata: Q82136946
• ChEMBL ID: CHEMBL1418674
• Mol file: 1571-99-9.mol

Synonyms:2-Pyridin-3-yl-1H-benzoimidazol-5-ylamine;1571-99-9;2-(pyridin-3-yl)-1H-benzo[d]imidazol-5-amine;2-pyridin-3-yl-3H-benzimidazol-5-amine;2-(pyridin-3-yl)-1H-1,3-benzodiazol-5-amine;2-(pyridin-3-yl)-1H-benzimidazol-5-amine;2-pyridin-3-yl-1 h-benzoimidazol-5-ylamine;SR-01000393075;MLS000555754;SCHEMBL3541175;CHEMBL1418674;DTXSID40357166;PZIMYJGAHSBALP-UHFFFAOYSA-N;HMS2525D16;BAA57199;BBL028594;MFCD00453951;STL253583;AKOS000194462;CCG-103476;2-pyridin-3-yl-1h-benzimidazol-5-amine;NS-02343;SMR000178018;CS-0214696;EU-0000600;FT-0677090;EN300-186758;SR-01000393075-1;SR-01000393075-3;2-Pyridin-3-yl-1H-benzoimidazol-5-ylamine, AldrichCPR;Z316256454

Chemical Property of 2-Pyridin-3-yl-1H-benzoimidazol-5-ylamine

Chemical Property:

• Vapor Pressure: 1.24E-10mmHg at 25°C
• Boiling Point: 512.9°C at 760 mmHg
• Flash Point: 296.8°C
• PSA: 67.59000
• Density: 1.348g/cm³
• LogP: 2.78830
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 210.090546336
• Heavy Atom Count: 16
• Complexity: 245

Purity/Quality:

97% ^*data from raw suppliers

2-(pyridin-3-yl)-1H-1,3-benzodiazol-5-amine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 22

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CN=C1)C2=NC3=C(N2)C=C(C=C3)N

Technology Process of 2-Pyridin-3-yl-1H-benzoimidazol-5-ylamine

There total 6 articles about 2-Pyridin-3-yl-1H-benzoimidazol-5-ylamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 49.0%

2-(3'-pyridyl)-5-nitrobenzimidazole (145861-59-2) → 5-amino-2-(β-pyridyl)benzimidazoles (1571-99-9)

Guidance literature:

With calcium chloride; zinc; In ethanol; for 2h; Heating;

DOI:10.1007/BF02269539

Reference yield: 35.0%

2-(3-pyridyl)-1H-benzimidazole (1137-67-3) → 2-(pyridin-3-yl)-benzimidazole-4-amine (208773-10-8) + 5-amino-2-(β-pyridyl)benzimidazoles (1571-99-9)

Guidance literature:

2-(3-pyridyl)-1H-benzimidazole; With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; trifluorormethanesulfonic acid; C₈H₉F₃NO₃S⁽¹⁺⁾*CF₃O₃S^(1-); In acetonitrile; at 30 ℃; for 0.5h; Sealed tube; Irradiation;

With N-butylamine; In acetonitrile; at 70 ℃; for 24h; regioselective reaction;

DOI:10.1002/anie.201810262

Reference yield:

nicotinic acid (59-67-6) → 5-amino-2-(β-pyridyl)benzimidazoles (1571-99-9)

Guidance literature:

Multi-step reaction with 3 steps

2: 81.3 percent / conc. nitric acid; conc. sulfuric acid / 2 h / 0 - 20 °C

3: 49 percent / Zn; aq. CaCl₂ / ethanol / 2 h / Heating

With sulfuric acid; nitric acid; calcium chloride; zinc; In ethanol; 1: Condensation / 2: Nitration / 3: Reduction;

DOI:10.1007/BF02269539

upstream raw materials:

2-(3'-pyridyl)-5-nitrobenzimidazole

nicotinic acid

1,2-diamino-benzene

2-(3-pyridyl)-1H-benzimidazole